Are you sure you won't want to go with 4.56 gears? Since you pull a trailer even with the stroker I'd think that little bit of extra eumph would be nice and when off-road would give you just a little more control. Play around with the GrimmJeeper gearing calculator. I always like to over gear a little.
The thought of needing to replace the Truetracs I put in there a couple years ago pains me. My 30/44 combo means I'd need new carriers when I get deeper than 4.11. The LSDs run somewhere near $1k for the pair. Plus I'm not certain I'm going to make the jump to 33s.
The trailer only weighs about 1000# and my Jeep "manages" it currently. I can't maintain highway speed uphill at anything less than 3250 RPM. It should be much better with the extra power and torque, no?